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Volumn 350, Issue 4, 2008, Pages 571-576

Titanium-catalyzed enantioselective synthesis of α-ambrinol

Author keywords

ambrinol; Asymmetric epoxidation; Catalysis; Titanium; Total synthesis

Indexed keywords


EID: 53849133453     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200700511     Document Type: Article
Times cited : (36)

References (74)
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    • on the basis of our results, one of the referees suggested the rationale of taking advantage of tertiary (rather than allylic or benzylic) radicals to facilitate the Jacobsen's asymmetric epoxidation of isolated trialkyl-substituted olefins
    • Angew. Chem. Int. Ed. 2000, 39, 589-592; on the basis of our results, one of the referees suggested the rationale of taking advantage of tertiary (rather than allylic or benzylic) radicals to facilitate the Jacobsen's asymmetric epoxidation of isolated trialkyl-substituted olefins.
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    • Enantiomeric excess (ee) determined by chiral HPLC.
    • Enantiomeric excess (ee) determined by chiral HPLC.
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    • f values. Therefore, we resorted to in situ acetylation of (-)-6 to facilitate separation by flash chromatography.
    • f values. Therefore, we resorted to in situ acetylation of (-)-6 to facilitate separation by flash chromatography.
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    • Taking into account the 55% ee of the sample of (+)-3 employed and that in the synthesis of (-)-1 the enantiopurity of starting (-)-3 was retained in the final product, it is reasonable that enantioenriched product (+)-1 could have an ee of about 55%.
    • Taking into account the 55% ee of the sample of (+)-3 employed and that in the synthesis of (-)-1 the enantiopurity of starting (-)-3 was retained in the final product, it is reasonable that enantioenriched product (+)-1 could have an ee of about 55%.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.